Thank you for all the replies, I really appreciate it and thank you for understanding my decision to stay anonymous.
After some thought and after reading some ideas here, I decided what to do next.
I will try to understand what's wrong with the current flow, why users are not upgrading, here's what I'll do:
- Ask existing users for feedback: an email sequence that will make them jump on a feedback call with us, and we're not going to stop until they either jump on a call or unsubscribe
- Create a new sequence for the new users with the goal of getting feedback and educating them about our product.
- Add a sign up quiz and ask the new users important information about them: who they are, who they work for, what problems are they having, etc.
- Add analytics and session replay so that I can understand better how are they using the product, what's going wrong, how and when they drop the product.
The main goal for now is to get the feedback, understand what's wrong, fix the problem, and finally get some users.
When it's hard, the only solution for me is to push harder.
I believe in the product, I know that there is a way to make it work, and I know that it can be of a great benefit to a lot of companies.
If you have any suggestions, I'm happy to hear them out.